Stubblefield began his career in show business in 1990, working as a production assistant on such films as Darkman (featuring Larry Drake, Aaron Lustig, and Nicholas Worth) and Almost an Angel (featuring Parley Baer). His first movie as an assistant property master was the 1990 horror sequel Child's Play 2, which starred Gerrit Graham and featured the voice of Brad Dourif. Since then, Stubblefield has served as assistant property master on such films as Wayne's World, Wayne's World 2, Forrest Gump, Jerry Maguire, Contact, Cast Away, Rat Race, The Cat in the Hat, and Ocean's Thirteen.